Featured Properties

Some or all of the listings below are provided by the Westport office.
$4,350,000 (USD)
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Compo South Area Single Family Home

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102 Compo Road South Westport, CT 06880

7 Bed
8 Baths
5179 sqft
MLS# 24122256
Virtual Tour
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$4,249,000 (USD)
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Compo South Area Single Family Home

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179 Compo Road South Westport, CT 06880

5 Bed
5 Baths
3390 sqft
MLS# 24109550
Welcome to 179 Compo Road South in Westport, Connecticut - a beautifully restored Tudor-style home combining 1920s charm with modern sophistication. Perfectly positioned in the heart of Westport, this property offers exceptional proximity to Longshore, Compo Beach, downtown, and the train station. Set high on a hillside, it enjoys sweeping property views and timeless architectural character, including a classic slate roof that reflects enduring craftsmanship. Inside, century-old hardwood floors showcase the home's rich history, seamlessly complementing modern updates throughout. The newly renovated kitchen serves as the centerpiece of the main level, featuring sleek finishes, premium appliances, and a smart, open layout ideal for everyday living and entertaining. Updated heating and cooling systems ensure comfort year-round, blending efficiency with elegance. Outdoors, a majority of the property is deer-fenced, creating a serene, private sanctuary surrounded by beautifully landscaped gardens. The outdoor oasis includes a stunning free-form pool with a cascading waterfall from the elevated hot tub, a pool house with guest accommodations, a full bath, and a sauna, plus a built-in grill and outdoor kitchen for effortless entertaining. 179 Compo Road South - where timeless Tudor heritage meets modern Westport living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$4,000,000 (USD)
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Greens Farms Area Single Family Home

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221 Greens Farms Road Westport, CT 06880

5 Bed
7 Baths
5789 sqft
MLS# 24123287
THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival home has undergone thoughtful renovations over the years to preserve and enhance its character. The main residence features 5 Bedrooms and 6.5 Baths with a well-planned layout for today's lifestyle. High ceilings, oversized windows, finely detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent improvements include a new cedar wood roof on both the house & barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of over 50 acres of protected meadows and fields with a deed that prevents further development. A rare opportunity to continue the legacy of this historic property. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Leslie Riback
$3,350,000 (USD)
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Compo South Area Single Family Home

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6 Over Rock Lane Westport, CT 06880

5 Bed
5 Baths
3561 sqft
MLS# 24100975
Welcome to 6 Over Rock Lane in Westport, Connecticut - a stunning Colonial retreat that perfectly blends timeless New England charm with refined modern living. Offered with curated designer furnishings, this move-in-ready residence sits on a quiet, tree-lined street in one of Westport's most desirable neighborhoods, combining privacy, elegance, and convenience just minutes from downtown, Compo Beach, fine dining, and Metro-North trains to NYC. Inside, elegant interiors showcase detailed millwork, abundant natural light, and a thoughtful flow ideal for both daily living and entertaining. The gourmet kitchen features custom cabinetry, top-tier appliances, and a generous center island that opens to the warm family room with a fireplace and French doors leading to the backyard. A private office or flexible playroom provides a serene workspace with peaceful views. Upstairs, the primary suite offers a luxurious retreat with a spa-inspired bath, walk-in closets, and a comfortable sitting area. Additional bedrooms provide ample space for family or guests. Outdoors, enjoy a custom wood roof, a fully fenced yard, professionally landscaped grounds, a sparkling in-ground pool, and multiple areas for year-round relaxation and entertaining. 6 Over Rock Lane - where timeless design meets modern sophistication in the heart of Westport.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$3,150,000 (USD)
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In-Town Area Single Family Home

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3 Hickory Hill Road Westport, CT 06880

5 Bed
5 Baths
5059 sqft
MLS# 24123838
Virtual Tour
3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jillian Klaff
$2,999,000 (USD)
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Lower Weston Area Single Family Home

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29 Rogues Ridge Weston, CT 06883

6 Bed
7 Baths
6149 sqft
MLS# 24044965
Virtual Tour
This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$2,849,000 (USD)
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Red Coat Area Single Family Home

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40 Hermit Lane Westport, CT 06880

5 Bed
6 Baths
4142 sqft
MLS# 24132128
Virtual Tour
Set on more than two acres of exquisite, park-like property in the coveted Red Coat estate section of Westport, this spectacular modern home with a glorious gunite pool offers an ideal lifestyle. A designer's own residence, this home showcases uncompromising quality with intuitive features. The landscaped approach begins with a large stone parking court that accommodates entertaining on a grand scale. The dramatic entrance leads to a soaring foyer with custom stairs, where the sun-filled interiors begin to unfold and glimpses of the glorious rear property and pool come into view. The grand-scale Great Room w/gas fireplace has windows & doors on three sides, brining in light and views. The fam rm has a professional media system to bring your favorite shows and games to the big screen, and access to the serene screened-in porch. The gourmet kitchen has style and flair w/concrete center island, stone counters, Sub Zero & Viking appls, wet bar w/beverage chiller, lrg pantry, built-in desk, dining area & access to the deck. The dining room has a custom built-in server, 3D ceiling design & doors to a covered deck. The flexible 2nd level has 5 BRs incl a grand primary suite w/two balconies, excellent closet space & a luxe bth w/glass shower & spa tub. All baths have been updated. The apt/guest wing w/priv entry, 2 rms, kitchenette & laundry is ideal for multi-generational living or anyone seeking privacy. Finished walk-out LL w/rec & office spaces. Many new improvements. Generator.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$2,785,000 (USD)
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Coleytown Area Single Family Home

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6 Nutcracker Lane Westport, CT 06880

4 Bed
4 Baths
4234 sqft
MLS# 24133128
A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated plantings & a koi pond with exotic blooms that showcase the home's four-season appeal. At its heart is an updated gunite pool with electric cover, stone patio & gated backyard designed for both entertaining & everyday enjoyment. The open layout flows from the two-story foyer to the vaulted great room with gas fireplace & French doors to the expansive deck overlooking the pool & gardens. The bright, stone-floored kitchen features high-end appliances, beverage drawers & a wine chiller, connecting seamlessly to the dining, family & breakfast areas. Two home offices-one with vaulted ceilings & another with a private porch-make work-from-home effortless. The serene primary suite includes dual walk-in closets, a custom built-in dressing area, private laundry, a full fitness room & a spa-inspired bath. A separate first-floor guest suite with a new full bath & private entrance offers additional living space ideal for guests, in-laws or an au pair-beyond the home's four bedrooms. The finished lower level provides added versatility with a wine room, recreation area & abundant storage.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Michelle Sperry